Oldsmar Vacation Rentals

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Vacation Rentals in Oldsmar

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4714)
"Very beautiful property staff was excellent "
The price is CA $133
CA $176 total
includes taxes & fees
Sep 7 - Sep 8
Sailport Waterfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3322)
"Perfect place for a family get away."
The price is CA $199
CA $260 total
includes taxes & fees
Sep 28 - Sep 29
Sunset Vistas Two Bedroom Beachfront Suites

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1378)
"Very nice beachfront hotel. Rooms are a little dated but nicely appointed. For the price, you can’t beat the location. "
Shoreline Island Resort - Exclusively Adult

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (658)
"Great hotel"
The price is CA $147
CA $166 total
includes taxes & fees
Sep 29 - Sep 30
Mint House St. Petersburg - Downtown

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (229)
"Beautiful location and property, went there for my bday and loved it!"
The price is CA $76
CA $108 total
includes taxes & fees
Sep 29 - Sep 30
John's Pass Hotel

Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

9.4 out of 10, Exceptional, (136)
"Stay was great "
Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

The Avalon Club

4.0 star property
9.4 out of 10, Exceptional, (445)
"Great hotel!"
The price is CA $256
CA $337 total
includes taxes & fees
Sep 1 - Sep 2
The Avalon Club

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1058)
"Great Stay."
The price is CA $207
CA $281 total
includes taxes & fees
Sep 1 - Sep 2
FUSION Resort Waterfront Suites

Barefoot Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (891)
"Great place to stay "
The price is CA $191
CA $236 total
includes taxes & fees
Sep 1 - Sep 2
Barefoot Beach Resort

Beso Del Sol Resort

2.5 star property
8.8 out of 10, Excellent, (648)
"Loved the bar/restaurant with the pool"
The price is CA $161
CA $234 total
includes taxes & fees
Aug 31 - Sep 1
Beso Del Sol Resort

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (589)
"Beautiful place to stay! Room was great. Very quiet and relaxing "
The price is CA $249
CA $309 total
includes taxes & fees
Sep 5 - Sep 6
Provident Oceana Beachfront Suites

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (678)
"Loved our stay!!! "
The price is CA $201
CA $428 total
includes taxes & fees
Sep 1 - Sep 2
Westwinds Waterfront Resort

The Fold Hotels Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (914)
"Perfect stay! "
The price is CA $196
CA $242 total
includes taxes & fees
Sep 28 - Sep 29
The Fold Hotels Indian Shores

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2340)
"This place was everything we wanted and more. "
The price is CA $181
CA $228 total
includes taxes & fees
Sep 3 - Sep 4
Crystal Palms Beach Resort

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1096)
"Clean beaches and felt like home in our apartment/hotel."
The price is CA $189
CA $393 total
includes taxes & fees
Sep 1 - Sep 2
South Beach Oceanfront Resort

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (822)
"Place was great and super close to beach and food "
The price is CA $184
CA $423 total
includes taxes & fees
Sep 7 - Sep 8
Surf Beach Treasure Island Resort

New Beachfront Property in Exclusive Resort

9.6 out of 10, Exceptional, (217)
"Clean, lovely view matched photos"
The price is CA $218
CA $640 total
includes taxes & fees
Sep 1 - Sep 2
New Beachfront Property in Exclusive Resort

Waterfront Resort Condo Gulf Sun Set

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great place"
The price is CA $244
CA $528 total
includes taxes & fees
Sep 7 - Sep 8
Waterfront Resort Condo Gulf Sun Set

Landing Tampa Westshore

4.5 star property
9.0 out of 10, Wonderful, (155)
"GREAT!"
Landing Tampa Westshore

The Adaline

4.5 star property
9.6 out of 10, Exceptional, (48)
"Great property in a great location "
The price is CA $205
CA $506 total
includes taxes & fees
Sep 2 - Sep 3
The Adaline
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oldsmar Hotel Reviews

Find out more about Oldsmar

Find out more about Oldsmar

Everything you need to know about Oldsmar vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oldsmar vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oldsmar vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oldsmar vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oldsmar. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oldsmar vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oldsmar vacation rentals we have selected for you start as low as CA $76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oldsmar rentals

At Expedia, we put the best Oldsmar vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oldsmar rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oldsmar vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oldsmar. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Oldsmar?

Yes, we have vacation rentals where you'll be just 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, giving you a secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafes during your trip.

What are some of the best vacation home rentals in Oldsmar?

The Gemma by Brightwild: You might want to consider this vacation home rental near Oldsmar, which is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oldsmar?

Expedia has 33 vacation rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Explore the area and family-friendly sights such as Busch Gardens Tampa Bay, or get out into nature at a spot like Tampa Bay. In the larger area, you’ll find popular places like Raymond James Stadium and Port of Tampa.

What are vacation rentals like in Oldsmar?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Oldsmar. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.